Infrared identification of pharmaceutically important sulphonamides with particular reference to the occurrence of polymorphism

Mesley, R. J.; HOUGHTON, E E

doi:10.1111/j.2042-7158.1967.tb08090.x

Cited by 54 publications

(37 citation statements)

References 11 publications

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“…These treatments were effective for all the forms encountered in this work, and although other forms may exist it is probable that the treatments would be effective for them as well. Since the publication of the earlier reports on steroids (Mesley & Johnson, 1965) and sulphonamides (Mesley & Houghton, 1967) Quinalbarbitone. If material is not crystalline, either (a) examine as chloroform solution, or (b) dissolve in the minimum of chloroform, place a drop or two on a rock salt plate, heat to 100" to remove solvent, place second heated plate on top of sample, allow to cool and record spectrum of resulting film.…”

Section: R J Mesley a N D R L Clementsmentioning

confidence: 98%

“…It is a necessary condition for this comparison that the two specimens should be in the same physical state. Where it is possible to record the spectra of the substances in solution this presents no difficulty, but if solid-state spectra are used polymorphism may be encountered, and it may then be necessary to specify treatments for individual substances to ensure the production of consistent spectra, as in such compounds as steroids (Mesley & Johnson, 1965) and sulphonamides (Mesley & Houghton, 1967).…”

Section: R J Mesley and R L Clementsmentioning

confidence: 99%

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Infrared identification of barbiturates with particular reference to the occurrence of polymorphism

Mesley¹,

Clements²

1968

Journal of Pharmacy and Pharmacology

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Infrared spectra of twelve substituted barbituric acids, in a total of 34 polymorphic forms, have been compared. Comparison of a sample spectrum with that of an authentic specimen provides a reliable means of identification, provided that both are in the same crystalline form. To ensure consistent production of a single form a specific treatment is recommended for each substance exhibiting polymorphism.

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Section: R J Mesley a N D R L Clementsmentioning

confidence: 98%

Section: R J Mesley and R L Clementsmentioning

confidence: 99%

Infrared identification of barbiturates with particular reference to the occurrence of polymorphism

Mesley¹,

Clements²

1968

Journal of Pharmacy and Pharmacology

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“…Later, Miyazaki (1947) added a third form which melted at 173-1 75" without polymorphic transformation. Mesley & Houghton (1967) reported the existence of three crystalline forms, which they correlated with Miyazaki's forms, and added also a fourth amorphous modification. Solubility, dissolution rate and thermal behaviour of sulphathiazole have been studied by Brandstaetter-Kuhnert & Martinek (1965); Milosovich (1964) ;Inoue & Saito (1961) and Guillory (1967).…”

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confidence: 94%

Application of differential scanning calorimetry to the study of sulphathiazole crystal forms

Moustafa

Carless

1969

Journal of Pharmacy and Pharmacology

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Methods of preparation and characterization of two crystal forms of sulphathiazole using differential scanning calorimetry and infrared spectroscopy are described. Heats of transition and fusion calculated from thermal analysis are 1778±68 Cal mol−1 and 6615 ± 235 Cal mol−1 respectively. The transition temperature depends on the rate of heating and the sample source. Interconversion of the crystal forms under different conditions such as heating and suspension in water is described. An assay procedure based on the area of the thermal transition peak of Form I was devised and results of analysis of synthetic mixtures of Forms I and II are given.

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“…Despite similar molecular structures, they present several differences. STZ and SMZ present several polymorphs (10,24) while SDM and SDZ present, so far, only one crystalline form (25,26). The excipients selected are polyvinylpyrolidone (PVP) and polyvinyl caprolactam-polyvinyl acetate-polyethylene glycol graft co-polymer (commercially available as Soluplus®).…”

Section: Introductionmentioning

confidence: 99%

Amorphous Solid Dispersions of Sulfonamide/Soluplus® and Sulfonamide/PVP Prepared by Ball Milling

Caron

Tajber

et al. 2013

AAPS PharmSciTech

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Abstract. The aim of this paper is to investigate the physicochemical properties of binary amorphous dispersions of poorly soluble sulfonamide/polymeric excipient prepared by ball milling. The sulfonamides selected were sulfathiazole (STZ), sulfadimidine (SDM), sulfamerazine (SMZ) and sulfadiazine (SDZ). The excipients were polyvinylpyrrolidone (PVP) and polyvinyl caprolactam-polyvinyl acetate-polyethylene glycol graft co-polymer, commercially known as Soluplus®. Co-milled systems were characterised by powder X-ray diffraction and differential scanning calorimetry. PVP was shown to form amorphous dispersions over a wider composition range than Soluplus® for the four sulfonamides tested. Moreover, amorphous dispersions made with PVP were homogeneous [single glass transition (Tg)], while amorphous dispersions made from Soluplus® were heterogeneous (two Tgs). This behaviour is consistent with the fact that all the sulfonamides tested presented a lower solubility in Soluplus® than in PVP, as evidenced by Flory-Huggins parameters determined. Amorphous dispersions of SDM with Soluplus® could be produced even though SDM does not amorphise alone upon milling and Soluplus® presents Tg at a lower temperature than SDM. Amorphous dispersions of SMZ could be prepared with a lower excipient concentration compared to STZ, SDM and SDZ, which may reflect the one-dimensional H-bonding network in SMZ compared to the 2D or 3D Hbonding network found in the other sulfonamides. Stability tests (60% RH/25°C) revealed that dispersions made with Soluplus® remained dry and powdery compared to those made with PVP that formed a sticky paste in less than 2 weeks, indicating a possible advantage of using Soluplus® in terms of increased physical stability under high humidity storage conditions.

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Infrared identification of pharmaceutically important sulphonamides with particular reference to the occurrence of polymorphism

Cited by 54 publications

References 11 publications

Infrared identification of barbiturates with particular reference to the occurrence of polymorphism

Infrared identification of barbiturates with particular reference to the occurrence of polymorphism

Application of differential scanning calorimetry to the study of sulphathiazole crystal forms

Amorphous Solid Dispersions of Sulfonamide/Soluplus® and Sulfonamide/PVP Prepared by Ball Milling

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